He was once named one of Fortune magazine's top 50 Wealthiest and Most Powerful Mafia Bosses.
As a caporegime (Mafia term for captain) for the notorious Colombo crime family, which dominated organised crime in New York City for decades, Mr Michael Franzese made "millions per week" through illicit activities such as gasoline bootlegging, counterfeiting and extortion.
"By the age of 29, I was a multi-millionaire. I had a jet plane, a helicopter, all the bells and whistles anyone needed," said Mr Franzese, 63.
That is, until the long arm of the law caught up with the Brooklyn native and sentenced him to a decade in prison.
Now, he is a motivational speaker who wants to tell the world how to walk away from a life of crime and start life anew.
Mr Franzese, who will be in Singapore next month to host a business seminar, condemns the mafia life.
"To be clear, I am not calling the men involved evil. I will not judge them because I was one of them, too. And I never cooperated with the government to put any of my former associates in prison," he told The New Paper.
"But the life is evil because its members and many people they come in contact with are hurt badly. Families are devastated."
Movie aficionados might remember Mr Franzese being portrayed in a brief scene - by actor Joseph Bono - in Martin Scorsese's 1990 crime flick Goodfellas.
While Mr Franzese calls the film "brilliantly done and as close to the (mafia) life as you can get", he gave some trivia.
"Out of all the real-life mob guys portrayed in the movie, I'm the only one still alive," he said.
He also cleared up some of the common misconceptions about the mafia's lifestyle. As it turns out, acts of violence and debauchery are often "exaggerated in the media or by informants".
"Violence is an unfortunate reality. However, the mafia's violence was not random. It was very controlled and employed with great consideration most of the time," shared Mr Franzese, who has in previous interviews denied that he ever killed anyone.
As for debauchery, it was almost nonexistent, he claimed.